Again to my earlier comment, what is the point of going to such a school if you cannot be involved? Their are many excellent schools where that level of involvement is not part of the culture.
I will add that much of what is “possible”, like so much in this world, will depend of financial situation of the student. You will hear of private drivers and regular Uber rides to outside practice at all boarding schools. It is not even that rare to hear of parents who rent a home near the school for this kind of “support.”
Also, unless the rules have changed, exceptions are only granted after the first year and only for a single season each year. We explored this and it definitely felt like it was possible but not encouraged.